2,2'-Bipyridine 2,2'-联吡啶

CAS 366-18-7 MFCD00006212

化学结构图

366-18-7
SMILES: c1ccc(-c2ccccn2)nc1

化学属性

Mol. FormulaC10H8N2
Mol. Weight156.19
Boiling Point273°C(lit.)
Melting Point69.5 to 72.0 deg-C
Density1.106
Flash Point121°(249°F)
TSCAYes
SolubilitySoluble in 100 mg/ml ethanol,
Appearance 白色至浅红色结晶性粉末。熔点69.5℃，沸点272.5℃。易溶于乙醇、乙醚、苯、氯仿和石油醚，1份本品约溶于200份水。
Stability对光敏感

别名和识别编码

Chemical Name2,2'-Bipyridine
CAS Number366-18-7
Alfabeta NameBIPYRIDINE 22-,'
MDL NumberMFCD00006212
Synonym 2,2'-Bipyridine {LY} 2,2'-Bipyridine {} {LY} 2,2'-Bipyridine {} {} {LY} 2,2'-Bipyridine {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID1474
EC Number206-674-4
Beilstein Registry Number113089
Reaxys-RN113089
Merck Number3347
Chemical Name Translation2,2'-联吡啶
Wiswesser Line NotationT6NJ B- BT6NJ
LabNetwork Molecule IDLN00177079
InChIInChI=1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H
Canonical SMILESC1(C2=NC=CC=C2)=NC=CC=C1
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分类

  • {SNA} A-B, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, B, BI - BZ, Chromatography, Environmental Standards, 农残和代谢标准品, 按照字母排序
  • {SNA} Analytical Reagents, Analytical/Chromatography, B, Bioactive Small Molecules, Cell Biology, Derivatization Reagents, Derivatization Reagents TLC, Indicators, Metal Ions, Redox Indicators, Spectroscopy, TLC Reagents, A-C, TLC Visualization Reagents (alphabetic sort), TLC Visualization Reagents (by application), Titration,
  • {SNA} ATRP,

产品应用

  • A high-affinity chelator of iron

相关文献及参考

  • Reagent for iron. Chelating ligand.
  • Short: II/25D
  • Complex with Chromium(VI)­ oxide, 12522, has been used in a mild selective oxidation of alcohols to aldehydes and ketones: Acta Chem. Scand., 25, 1125 (1971).
  • For use as an alternative to phosphines in Heck type reactions, see: Synlett, 871 (1992).
  • Beilstein:23,199

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany3
Hazard Codes 6.1 T T,Xi
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H301+H311
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
RTECSDW1750000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P310
  • P301+P310+P330
  • P302+P350
  • P302+P352+P312
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P308+P313
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
Risk Statements
  • R25 Toxic if swallowed 吞咽有毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
UN Number 2811 UN 2811 6.1/PG 3
Packing GroupIII
Hazard Class6.1
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} { 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 8000 mg/kg/40W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Endocrine - tumors
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   24,109,1960

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 100 mg/kg
TOXIC EFFECTS :
   Behavioral - muscle weakness
   Kidney, Ureter, Bladder - other changes in urine composition
   Blood - hemorrhage
REFERENCE :
   JTEHD6 Journal of Toxicology and Environmental Health.  (Hemisphere Pub.,
   1025 Vermont Ave., NW, Washington, DC 20005)  V.1-    1975/76-
   Volume(issue)/page/year: 10,363,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 330 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   USXXAM United States Patent Document.  (U.S. Patent Office, Box 9,
   Washington, DC 20231)  Volume(issue)/page/year: #3875163

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 200 mg/kg
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - other changes in urine composition
   Kidney, Ureter, Bladder - other changes
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 196,478,1976

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 131 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 135,317,1962

TYPE OF TEST

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 20 ug/plate
REFERENCE :
   ABCHA6 Agricultural and Biological Chemistry.  (Maruzen Co. Ltd., POB 5050,
   Tokyo International, Tokyo 100-31, Japan)  V.25-    1961-
   Volume(issue)/page/year: 45,327,1981

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 12500 ug/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 300,223,1993

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 14500 ug/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 300,223,1993

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 60 mg/kg
SEX/DURATION            : female 12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 18,63,1978

其他信息

  • Acros Organics:2,2'-联吡啶 2,2'-Dipyridyl, 99+%(366-18-7)
  • 易溶于乙醇、乙醚、苯、氯仿和石油醚，微溶于水。1份本品约溶于200份水。 其溶液遇亚铁盐显红色。
  • Hazard Note:Irritant
  • 急性毒性:口服-大鼠 LD50: 100 毫克/公斤; 腹腔-小鼠 LD50:200 毫克/公斤
  • TCI Shanghai:2,2'-联吡啶 2,2'-Bipyridyl,>;99.0%(T)(366-18-7)
  • 灭火剂:干粉,泡沫,沙土,二氧化碳, 雾状水
  • 用途三:该品为分析试剂，用于检定亚铁、银、镉、钼，作氧化还原指示剂。
  • 方法一:由吡啶与三氯化铁反应而得。取70g无水吡啶与13g无水三氯化铁混合，在封管中于300℃加热反应约35h。冷却后，反应物固化为红黑色结晶，打开封管，用少量热水洗出固体物的红黑色溶液。用乙醚萃取除去油状不纯物。用碳酸氢钠中和后，用蒸汽加热除去过量的吡啶。然后将混合物调成强碱性，用蒸汽蒸出2,2'-联吡啶。蒸出物酸化后蒸发浓缩，再加氢氧化钠，用乙醚提取，除去乙醚得粗品。粗品用乙来重结晶、活性炭脱色即得纯品。另外，由α-甲基吡啶[109-06-8]与高锰酸钾反应，经提纯处理也可制得该品。
  • 上游原料:三氯化铁 --> 2-甲基吡啶 --> 无水吡啶
  • 职业标准:TWA STEL
  • 下游产品:四氢吡喃酮 --> 二氯[1,1'-双(耳叔丁基膦)二茂铁钯(II) ]PALLADIUM(II) --> 1,1'-双(二叔丁基膦)二茂铁 --> 3-二甲胺酰苯硼酸 --> 4-二甲基氨基苯硼酸盐 --> 三联吡啶氯化钌六水合物
  • 可燃性危险特性:可燃; 燃烧产生有毒氮氧化物烟雾
  • 类别:农药
  • 2,2'-联吡啶价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30078161 2，2’-联吡啶 100g 800元 2011/08/23 30078111 2，2’-联吡啶 1g 14元 2011/04/16 B0468 2,2'-联吡啶 2,2'-Bipyridyl 25G 490元
  • MOL 文件:366-18-7.mol
  • 用途二:用作氧化还原指示剂和分析试剂
  • 图谱信息:2,2'-联吡啶(366-18-7)核磁图( 13 CNMR) 2,2'-联吡啶(366-18-7)红外图谱(IR1) 2,2'-联吡啶(366-18-7)质谱(MS) 2,2'-联吡啶(366-18-7)红外图谱(IR2) 2,2'-联吡啶(366-18-7)红外图谱(IR3) 2,2'-联吡啶(366-18-7)核磁图( 1 HNMR)
  • 用途一:用于有机合成、医药中间体
  • 检测方法:GC,HPLC
  • 毒性分级:高毒
  • MSDS 信息:2,2'-Bipyridine(366-18-7).msds
  • Alfa Aesar:2,2'-联吡啶,99+% 2,2'-Bipyridine, 99+%(366-18-7)
  • F:8
  • 储运特性:库房通风低温干燥; 与食品原料分开存放
  • Sigma Aldrich:366-18-7(sigmaaldrich)
  • 海关编码:29333999
  • 2,2'-Dipyridyl is a metalloprotease inhibitor that is also a high-affinity chelator of iron. It may inhibit Fe2+ containing enzymes at 10-8 M.

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. B - Bioactive Small Molecules
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Titration - Analytical Reagents
  4. Indicators - Titration
  5. Redox Indicators - Indicators
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Spectroscopy - Analytical Reagents
  4. UV/Visible (UV/VIS) Spectroscopy - 紫外/可见吸收光谱
  5. UV/Vis Reagents - UV/Visible (UV/VIS) Spectroscopy
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Derivatization Reagents 衍生分析试剂
  4. Derivatization Reagents TLC - Derivatization Reagents
  5. TLC Visualization Reagents (alphabetic sort) - Derivatization Reagents TLC
  6. TLC Reagents, D-F - TLC Visualization Reagents (alphabetic sort)
  1. C6 to C7 - Pyridines
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. L to O - Enzyme Inhibitors by Enzyme
  7. Metalloprotease inhibitor - L to O
  1. C7 and C8
  1. Analytical & Chromatography 分析化学与色谱
  2. Chelating Reagents
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Signal Transduction Research Tools - Cell Signaling and Neuroscience
  5. Protease Inhibitors
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. TLC Visualization Reagents (alphabetic sort)
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents TLC
  4. TLC Reagents
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents TLC
  4. TLC Visualization Reagents (alphabetic sort)
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. TLC Visualization Reagents (alphabetic sort)
  4. TLC Reagents, A-C
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. TLC Visualization Reagents (by application)
  4. Indoles
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. TLC Visualization Reagents (by application)
  4. Sulfur-containing compounds
  1. Analytical & Chromatography 分析化学与色谱
  2. Titration
  3. Indicators
  4. pH Indicators - Powders & Salts
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents TLC
  4. TLC Visualization Reagents (alphabetic sort)
  5. TLC Reagents, A-C
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents TLC
  4. TLC Visualization Reagents (by application)
  5. Indoles
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents TLC
  4. TLC Visualization Reagents (by application)
  5. Sulfur-containing compounds
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Protease Inhibitors
  6. Protease Inhibitor Specificity Index
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Proteolytic Enzymes and Substrates
  5. Protease Inhibitors
  6. Protease Inhibitor Specificity Index
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Signal Transduction Research Tools
  5. Protease Inhibitors
  6. Protease Inhibitor Specificity Index
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Mannosidase, alpha-
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Cysteine Protease Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Proteolytic Enzymes and Substrates
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Cysteine Protease Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Signal Transduction Research Tools
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Cysteine Protease Inhibitors
  1. Ligands
  2. Nitrogen

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